Fundraising operating notes for founder-led rounds.
Practical writing on keeping investor conversations warm, choosing the next move, and turning messy fundraising context into momentum.
Latest articles
Ideas, systems and field notes for running the work between investor meetings.
RoundOS vs Pulley: modeling the round vs running it
Pulley models dilution, SAFEs, and cap table outcomes. RoundOS runs the investor work that fills the round you modeled.
8 min readComparisonsRoundOS vs AngelList: the rails of private capital vs filling the round
AngelList structures and administers investment. RoundOS runs the founder-side campaign that produces investor commitments.
8 min readPitch and deckThe second meeting is not the first pitch with more slides
A second investor meeting exists to resolve one specific doubt. Diagnose the open risk before you touch the deck again.
9 min readComparisonsRoundOS vs Affinity: the investor's CRM vs the founder's fundraising OS
Affinity is relationship intelligence for investment firms. RoundOS is built for founders running one live raise from their own context.
8 min readInvestor communicationThe investor update you send a prospect is a different document
Prospects, diligence investors, and passed investors need different updates. One broadcast leaves round momentum on the table.
9 min readComparisonsRoundOS vs HeyMojo: a fundability verdict vs a running pipeline
HeyMojo is strongest for fundability diagnostics and pitch-gap analysis. RoundOS is strongest at running the live round from founder context.
8 min readTerms and allocationA down round is a repricing, not a verdict on the company
A flat or down round is survivable. The story you attach to it decides whether the team, board, and candidates keep confidence.
10 min readComparisonsRoundOS vs Capwave: getting the meeting vs running the round
Capwave is strongest at deck audits and ranked investor matching. RoundOS is strongest at running the live round once meetings start.
7 min readTerms and allocationLiquidation preference: the clause founders ignore
Valuation decides signing day. Liquidation preference decides exit day, especially in the modest exits founders rarely model.
10 min readComparisonsRoundOS vs Visible: investor relationship hub vs investor-intelligence OS
Visible is strongest for investor updates, dashboards, and data rooms. RoundOS is strongest for sourcing, enriching, and running the active raise.
8 min read